Using the online timetable is an easy way to look at all the direct flights Chicago — Boston
203 flights in a week
Departure and arrival times are local (Chicago and Boston)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:05 | 08:15 | tue, wed | WN3787 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 06:00 | 09:15 | mon, thu, fri, sat, sun | WN1427 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 06:00 | 09:26 | mon, thu, fri, sun | UA2104 | United Airlines | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:01 | 09:26 | mon | UA2104 | United Airlines | 2h 25m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:25 | 09:49 | daily | AA4106 | American Eagle | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:30 | 09:56 | sat | UA2104 | United Airlines | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:35 | 09:59 | mon, sun | AA4106 | American Eagle | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:50 | 10:05 | sun | WN1915 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 07:00 | 10:31 | daily | DL1602 | Delta Connection | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:17 | 10:40 | tue, wed | AA3287 | American Eagle | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:25 | 10:53 | mon, thu, fri, sun | AA3287 | American Eagle | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:27 | 10:54 | fri, sun | UA2067 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:30 | 10:57 | tue, wed, thu, sat | UA2067 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:32 | 10:59 | mon | UA2067 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:35 | 10:50 | tue, wed | WN1427 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 08:00 | 11:15 | sun | WN171 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 08:05 | 11:20 | mon, thu, fri | WN3786 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 08:05 | 11:26 | sun | AA547 | American Eagle | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:06 | 11:28 | wed | AA547 | American Eagle | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:15 | 11:36 | mon, tue, wed, thu, fri | AA547 | American Eagle | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:20 | 11:47 | sat | AA3672 | American Eagle | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:40 | 12:04 | mon, tue, wed, thu, fri, sun | B6312 | JetBlue | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:00 | 12:28 | sun | DL5719 | Delta Connection | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:05 | 12:34 | thu | AA547 | American Eagle | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:15 | 12:50 | mon, tue, wed, thu, fri, sun | UA721 | United Airlines | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:40 | 13:00 | sat | WN3786 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 09:40 | 13:09 | sat | B6312 | JetBlue | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:45 | 12:55 | sun | WN5421 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 09:50 | 13:13 | mon, thu, fri, sat, sun | AA630 | American Eagle | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:55 | 13:18 | tue, wed | AA630 | American Eagle | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:10 | 13:30 | tue, wed | WN1915 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 10:20 | 13:54 | mon, tue, wed, thu, fri | DL2570 | Delta Connection | 2h 34m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:35 | 13:55 | fri | WN171 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 11:27 | 14:59 | sat | DL2570 | Delta Connection | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:15 | 16:39 | mon, tue, wed, thu, fri, sun | AA2837 | American Eagle | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:24 | 16:47 | sat | AA2837 | American Eagle | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:25 | 16:45 | tue, wed | WN1011 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 14:10 | 17:30 | sat | WN3787 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 14:10 | 17:55 | mon, tue, wed, thu, fri, sun | DL972 | Delta Connection | 2h 45m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:28 | 18:06 | daily | UA2138 | United Airlines | 2h 38m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:05 | 18:29 | sat | AA3160 | American Eagle | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:10 | 18:30 | sun | WN3787 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 15:12 | 18:33 | sun | AA3160 | American Eagle | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:14 | 18:36 | mon, thu, fri | AA3160 | American Eagle | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:16 | 18:44 | tue, wed | AA4766 | American Eagle | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:35 | 18:55 | mon, thu, fri | WN3787 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 15:48 | 19:18 | mon, tue, wed, thu, fri | UA1677 | United Airlines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:58 | 19:28 | sun | UA1677 | United Airlines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:59 | 19:29 | sat | UA1677 | United Airlines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:03 | 19:22 | sun | B62230 | JetBlue | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:27 | 20:00 | mon, thu, fri | B61012 | JetBlue | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:27 | 19:59 | thu, fri | B61012 | JetBlue | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:29 | 20:51 | daily | AA1461 | American Eagle | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:35 | 21:09 | sat | DL5722 | Delta Connection | 2h 34m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:36 | 21:12 | sun | B61012 | JetBlue | 2h 36m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:05 | 21:20 | tue, wed | WN3786 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:10 | 21:35 | tue, wed | WN2264 | Southwest Airlines | 2h 25m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:20 | 21:59 | daily | UA1989 | United Airlines | 2h 39m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:55 | 22:10 | mon, thu, fri | WN937 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 19:00 | 21:59 | wed | Jet Linx Aviation | 1h 59m | Chicago Midway International Airport — Logan International Airport | Select dates | |
| 19:00 | 22:15 | sat | WN1011 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 19:05 | 22:35 | daily | AA3107 | American Eagle | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:10 | 22:50 | mon, tue, wed, thu, fri, sun | DL2646 | Delta Connection | 2h 40m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:30 | 22:45 | tue, wed | WN937 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 19:45 | 23:12 | mon, thu, sat | UA1129 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:53 | 23:20 | mon, tue, wed, thu, fri, sun | UA2444 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:05 | 23:20 | sun | WN3786 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 20:20 | 00:09 | sat | AA4650 | American Eagle | 2h 49m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:30 | 23:45 | mon, thu, fri | WN1011 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 20:30 | 23:59 | sun | UA1129 | United Airlines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:30 | 00:14 | mon, tue, wed, thu, fri, sun | AA2682 | American Eagle | 2h 44m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:30 | 00:59 | tue | UA1779 | United Airlines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:32 | 00:59 | mon, tue, fri | UA1779 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 22:00 | 01:15 | sun | WN1011 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |